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$410,000
4 Beds 2 Baths 73552836 MLS
Step into this well-maintained Victorian home offering 4 bedrooms, 2 full bathrooms, and just under 2,500 sq. ft. of inviting living space. Filled with timeless character & historic charm, the home features original hardwood floors, built-in cabinetry, a spacious pantry, and classic architectural details, complemented by fresh paint throughout. The first floor boasts high ceilings and spacious living and dining areas, creating an open, welcoming feel. Upstairs, you'll find four generously sized bedrooms, ample storage, and a primary bedroom with a walk-in closet. Outside, enjoy a private backyard perfect for relaxing or entertaining. Conveniently located on a quiet street just minutes from downtown Southbridge, you'll have easy access to restaurants, shops, parks, schools, and the public library. Open House: Saturday & Sunday, 11:00 AM–1:00 PM. Schedule your private showing today!

125 Chapin St, Southbridge

Listing courtesy of Listing Agent: Brianna Boffoli from Listing Office: Century 21 North East.

$409,900
3 Beds 2 Baths 73551719 MLS
Beautifully renovated and move-in ready, this charming home combines classic character with modern updates. The inviting kitchen features a wood-beamed ceiling, new cabinetry, quartz countertops, and brand-new stainless steel appliances. The spacious living room offers a lg bay window bringing in lots of natural light, wood-beamed ceiling, and a cozy fireplace with a wood stove insert.A formal dining room with a built-in china cabinet and a spacious bonus room with backyard access provide flexible living and entertaining space. Upstairs are three bedrooms, including a large primary bedroom. Both bathrooms completely remodeled.Additional updates include refinished hardwood floors, new luxury vinyl plank flooring, freshly painted throughout, new int/ext lighting, and new electrical panel and service. A walk-up attic offers excellent storage and future expansion potential. Outside, enjoy a covered front porch, backyard patio, garden shed with new roof and siding, and a private back yard.

82 Hartwell St, Southbridge

Listing courtesy of Listing Agent: Miranda Bousquet from Listing Office: Bousquet Real Estate.

$344,900
2 Beds 1 Baths 73550651 MLS
Ask me about 3-2-1 Interest rate buy down options for this home - Move right into this well-maintained home, ideally located with convenient access to shopping, schools, parks, the hospital, and major highways. Perfect for first-time homebuyers, downsizers, or anyone seeking low-maintenance living, this charming home offers a flexible and functional floor plan. Inside, you'll find hardwood flooring throughout the living room, dining room, and both bedrooms, an updated full bathroom, and vinyl replacement windows that enhance comfort and efficiency. The inviting three-season porch overlooks the spacious backyard, providing the perfect place to enjoy your morning coffee, relax with a good book, or unwind at the end of the day. A one-car garage offers added convenience and storage. Combining move-in-ready condition, everyday comfort, and an excellent location, this home presents an outstanding opportunity. Interior photographs have been virtually staged to illustrate the home's potential.

25 Pinedale St, Southbridge

Listing courtesy of Listing Agent: Dennis Folan from Listing Office: Coldwell Banker Realty - Westwood.

$790,000
3 Beds 4 Baths 73544079 MLS
More than a home. A private compound built for how you actually live. A rare opportunity in Southbridge. This custom-built colonial pairs a beautifully maintained 2,900+ sq ft home with something almost impossible to find: a two-story detached garage with a heated lower level plus an enormous finished, heated recreation room above, currently outfitted as the ultimate game lounge. Both garages feature radiant floor heat, and the oversized attached garage is set up for a vehicle lift, a true enthusiast's setup. Inside, a custom theater and media room delivers a genuine showpiece, while the cherry kitchen with granite and stainless opens to the living space for easy everyday living and entertaining. Gleaming hardwoods, rich custom millwork, wainscoting, and crown moldings run throughout, with mechanical systems finished to an exceptional standard. Note: For an additional heat source, there is an outdoor wood boiler. All of it sits on a private, professionally landscaped half-acre behind mature privacy hedges. Space, quality, & privacy rarely found today.

70 Ellis Road, Southbridge

Listing courtesy of Listing Agent: Alice Racicot Tomasino from Listing Office: Real Broker MA, LLC.

$489,500
2 Beds 1 Baths 73543635 MLS
Do you want a mini farm or just privacy ? Once a thriving flower business with several greenhouses on the property and a combination barn/garage/ greenhouse structure, the property supplied many people with opportunities to select beautiful plantings for their homes and landscaping. The land has some open areas but mostly wooded and has a very small natural pond . The drone photos give views of the general area and includes some ot this 17 acres. Nearby are several horse farms . The property has a small 4 room house which has an updated roof, siding,and furnace. Interior is in process of being emptied out from furnishings . The lower level has many windows with light and brightness if you want to make a workshop or man cave, The interior is a perfect canvas and you paint the picture by renovating the interior with a new kitchen ,bath and paint or you keep a more rustic interior and paint and refurbish the existing rooms.

78 Blackmer Rd, Southbridge

Listing courtesy of Listing Agent: Jo-Ann Szymczak from Listing Office: RE/MAX Vision.

$550,000
7 Beds 4 Baths 73543376 MLS
Excellent investment opportunity in Southbridge! This well-maintained 3-family home offers strong income potential and is an ideal addition to any investment portfolio or a great option for an owner-occupant seeking rental income. The property features three residential units with spacious layouts. Garage, driveway, and street parking available! Situated in an established residential neighborhood close to schools, parks, and community services, residents enjoy easy access to everyday amenities. Minutes to Downtown Southbridge with local restaurants, cafés, shops, and year-round community events. Conveniently located near UMass Memorial Health – Harrington Hospital and Westville Recreation Area for healthcare and outdoor recreation. Easy access to Route 131, Route 169, and Interstate 90 for convenient travel throughout Central Massachusetts and into Connecticut. Just a short drive to Sturbridge, approximately 35–40 minutes to Worcester and about one hour to Hartford!

15 Liberty St, Southbridge

Listing courtesy of Listing Agent: Kyle Seyboth from Listing Office: Century 21 Limitless.

$624,900
9 Beds 5 Baths 73538358 MLS
INVESTORS TAKE A LOOK AT THIS 5 UNIT APARTMENT BUILDING!! *RENTS ON 4 TAW UNITS TO BE INCREASED AS OF SEPTEMBER 1ST! Exterior is vinyl sided, has replacement windows in the units, off street parking for 6 to 7 vehicles & exterior porches for 4 of the units! There is one 1 bedroom & two 2 bedroom units on the first floor. The 2nd floor has 2 huge 2/3 bedroom units! Each unit is unique. There are some original cabinets, molding, & hardwood floors in the units. Each unit has refrigerator, range, & washer/dryer hook-ups. All tenants are TAW except for one Section 8 tenant. They are all long term and paying below market rents. Great potential for positive cash flow!! Tenants pay their own heat (gas), hot water, & electricity (100 amp). There is a landlord meter, as well. Please see attachments.

141 Elm Street, Southbridge

Listing courtesy of Listing Agent: Mary Jo Demick from Listing Office: Aucoin Ryan Realty.

$324,999
3 Beds 2 Baths 73531789 MLS
Don’t miss this opportunity! 138 Charlton Street offers the space, privacy, and location buyers are looking for, all at an attractive price point. This inviting 3-bedroom, 1.5-bath home features 1,140 square feet of comfortable living space and sits on an impressive .46-acre lot—giving you room to spread out that’s increasingly hard to find. Inside, you'll find a welcoming layout with spacious bedrooms, comfortable living areas, and plenty of natural light. But the real standout is the large private backyard, offering the perfect setting for summer gatherings, gardening, pets, play, or simply enjoying some peace and quiet. Enjoy the feeling of a private retreat while remaining just minutes from shopping, dining, schools, parks, and major routes. Whether you're a first-time buyer, looking for more outdoor space, downsizing, or seeking an investment opportunity, this home delivers space, privacy, convenience, and value. A half-acre of private outdoor space this close to everything is a rare find. Come see the possibilities at 138 Charlton Street before someone else does!

138 Charlton St, Southbridge

Listing courtesy of Listing Agent: Joshua Hoffsommer from Listing Office: ERA Key Realty Services- Auburn.

$349,999
3 Beds 2 Baths 73528455 MLS
Newly painted and full of timeless charm, this crisp blue Victorian offers standout curb appeal with mature landscaping, detailed trim work, and a welcoming front porch that makes a lasting first impression. Located across from Harrington Hospital, this unique home blends character and functionality throughout. Inside, you’ll find beautiful architectural details including curved walls, an arched opening from the kitchen into the dining room, and spacious living areas filled with natural light. The private primary bedroom features a large closet, while the third bedroom offers scenic views overlooking Southbridge. A truly one-of-a-kind property with classic New England character.

23 Oakes Ave, Southbridge

Listing courtesy of Listing Agent: Emilie Courtney from Listing Office: Coldwell Banker Realty.

$619,900
4 Beds 5 Baths 73526959 MLS
MIXED-USE OPPORTUNITY! This unique property features a two-family home offering 3,512 sq. ft. of living space, with Unit 1 consisting of 5 rooms and 2 bedrooms, and Unit 2 offering 4 rooms and 2 bedrooms. Also included is a fully equipped SERVICE GARAGE (MLS #73526810) situated on nearly 1 acre in a convenient Southbridge location near the Sturbridge line. Ideal for investors, owner-occupants, contractors, or business owners seeking residential income and commercial workspace in one property. The sale includes extensive business equipment and personal property, including frame machines, welder, paint booth mixing system with computer, air compressor, assorted air tools, office furniture, storage units, motion detector cameras, and additional shop equipment. Ample parking and flexible commercial/residential use potential. Convenient access to major routes, shopping, restaurants, and local amenities. Don't miss this rare opportunity!

46-1/2 Old Sturbridge Rd, Southbridge

Listing courtesy of Listing Agent: Ana Roque from Listing Office: Property Investors & Advisors, LLC.

$619,900
3 Baths 73526810 MLS
Mixed-use opportunity featuring a two-family home plus a fully equipped service garage on nearly 1 acre in a convenient Southbridge location near the Sturbridge line. Ideal for investors, owner-occupants, contractors, or business owners seeking residential income and commercial workspace in one property. Sale includes extensive business equipment and personal property, including frame machines, welder, paint booth mixing system, air compressor, assorted air tools, office furniture, storage units, motion detector cameras, and more. Ample parking with flexible commercial/residential use potential. Convenient access to major routes, shopping, and local amenities.

46-1/2 Old Sturbridge Rd, Southbridge

Listing courtesy of Listing Agent: Ana Roque from Listing Office: Property Investors & Advisors, LLC.

$650,000
8 Beds 4 Baths 73523752 MLS
Exceptional owner-occupied or investment opportunity in Southbridge- 4-unit multifamily! This well-maintained building features four 2-bed/1-bath units across two floors, with two units currently leased at strong market rents ($1,650 and $1,700/mo) and one unit vacant and ready for an owner-occupant or immediate lease-up. second vacant unit being filled. Proforma gross rents of $6,570/month reflect current market demand with minimal lease-up risk. Low known operating expenses - taxes, trash, water/sewer, and common electric total under $12K annually - support a compelling cap rate at full occupancy. Ideal for the savvy buyer looking to live in one unit while the others pay the mortgage, or a portfolio addition with strong cash flow upside. Easy to show!

33 Union St, Southbridge

Listing courtesy of Listing Agent: Jason Saphire from Listing Office: www.HomeZu.com.

$534,900
6 Beds 3 Baths 73523061 MLS
Excellent investment opportunity in a highly convenient location, just minutes from downtown and approximately 2 minutes to Harrington Hospital. This well-maintained multifamily property features three generously sized units, each offering 2 bedrooms and the convenience of in-unit laundry.The second unit has been freshly painted and features brand-new flooring, making it move-in ready and an ideal option for owner-occupants seeking to offset their mortgage with rental income. The remaining units are occupied by long-term tenants, providing consistent cash flow.Designed for ease of ownership, each unit is separately metered for water, sewer, heat, and electricity, ensuring efficient and straightforward utility management. Additional highlights include a fenced-in yard, large garage, extra storage, new roof, 2nd floor new heating system and ample off-street parking, enhancing both tenant appeal and overall property value.

125 Cross St, Southbridge

Listing courtesy of Listing Agent: Cristina Faria from Listing Office: Coldwell Banker Realty - Worcester.

$900,000
4 Beds 3 Baths 73522745 MLS
*** Group Showing RSVP 24 hours notice 1-3 pm ***Discover an exceptional ownership opportunity at 22 Jacobs Rd, Southbridge, MA. This 2020 single-family residence, encompassing 3172 square feet of living area, presents an attractive property in great condition, meticulously designed for sophisticated living. The heart of this residence is its open-plan kitchen, seamlessly integrated with the living room. It features stainless steel appliances, a smart refrigerator, and a dedicated wine cooler, all complemented by a central island, fostering an ideal environment for both culinary exploration and social engagement. The adjacent living room provides a welcoming ambiance, centered around a refined fireplace, perfect for intimate gatherings. The bathrooms throughout the property are appointed with contemporary fixtures, including a double vanity and a walk-in shower, offering a spa-like experience. Outdoor living is redefined with a comprehensive suite of amenities. A private pool provides a serene escape, while the expansive outdoor living space, beautiful pink Trumpet tree, complete with an outdoor kitchen and an outdoor dining area, is perfectly suited for al fresco entertaining Additional exterior features include a patio, a covered patio, and a charming porch, offering diverse settings for relaxation and enjoyment The convenience of a dedicated laundry room further enhances daily living. With 4 bedrooms and 3 full bathrooms, this residence accommodates diverse needs, and a three-car garage provides ample space for vehicles and storage. Residents will also appreciate the proximity to a golf course, offering recreational opportunities. This distinguished property invites a closer look for those seeking an elevated living experience.

22 Jacobs Rd, Southbridge

Listing courtesy of Listing Agent: Renee Bennett from Listing Office: Legacy Realty Advisors LLC.

$430,000
4 Beds 2 Baths 73518839 MLS
Excellent investment opportunity! Solid 2-unit multifamily in Southbridge offering immediate cash flow. Both units are currently occupied 2BR/1BA generating strong rental income, with one unit becoming vacant after June 1st - ideal for an owner-occupant looking to live in one unit while collecting rent on the other, or an investor ready to set market rent at $1,850/month. Recent capital improvements include a new electric stove (March 2025) and water heater replacement (February 2026). Exterior porches freshly painted within the last two years. Low operating expenses with 2025 costs including taxes of $3,200, trash at $1,060, and water/sewer at $2,707. Strong proforma gross rent of $3,700/month. A turnkey opportunity — don't miss it! All information deemed reliable but not guaranteed. Buyer to perform their own due diligence.

98 Cross St, Southbridge

Listing courtesy of Listing Agent: Jason Saphire from Listing Office: www.HomeZu.com.

$2,300,000
73493616 MLS
Great opportunity to own a complex of buildings with many updates completed in the last 7 years. Excellent rental history. Rental income yearly is $135,900 without the commercial building. Rents are below market rent. All are tenant at will. Fully rented. Buildings are on two streets but abut each other. Commercial building SF includes basement, overhead door for easy delivery of goods. Could convert to more residential units. All separate utilities, low overhead. Apartments all different. Updates include kitchens, baths, exterior, electrical. Each unit has washer & dryer in the unit or in the basement. Off street parking. List attached for income and expenses.See listing #73567574 and #73567544 with properties listed separately.

9-11,17-19 Summer St, Southbridge

Listing courtesy of Listing Agent: Brenda Ryan from Listing Office: Aucoin Ryan Realty.

$599,900
7 Beds 5 Baths 73485670 MLS
TWO BUILDINGS on one lot!! Ideal for owner occupied buyers or investors. One building has 3 units, all with separate heat and hot water. All tenants are tenants at will. The second building is a nicely renovated single family home featuring a cabinet packed kitchen, living room, dining room, bedroom and full bath on the first floor. The second floor has an additional 4 rooms and a bathroom and is currently set up as an accessory dwelling unit with a rent of $800/mo. This floor was previously part of the larger single family home and for an owner occupied buyer looking for more space, it can provide the extra bedrooms and a second full bath. Good size yard. The paved driveway provides ample off street parking for everyone and is accessed from the Elm St. side of the lot.

21-23 Eastford Rd., Southbridge

Listing courtesy of Listing Agent: Miranda Bousquet from Listing Office: Bousquet Real Estate.

$349,000
2 Baths 73480011 MLS
Attention developers, investors and visionaries! Exceptional adaptive reuse opportunity in the heart of downtown Southbridge. This prominent 8,476± square foot building is offered at just $349,000, approximately $41 per square foot, presenting an attractive basis for redevelopment or owner occupancy. Located within the Central Commercial District, the property offers potential for multifamily housing, condominiums, artist lofts, live/work spaces, office use, educational facilities, community services, or continued religious use, subject to municipal approvals. Features include expansive open areas, high ceilings, abundant natural light, multiple entrances, and existing public water, sewer, natural gas, and electric utilities. Conveniently situated near restaurants, shops, municipal services, and major routes. A unique opportunity to reposition an underutilized asset into an income-producing property with significant upside potential. Buyers to perform their own due diligence regarding

437 Main St, Southbridge

Listing courtesy of Listing Agent: Debra L. Lovelace from Listing Office: Churchill Properties.

$349,000
73479047 MLS
Attention developers, investors and visionaries! Exceptional adaptive reuse opportunity in the heart of downtown Southbridge. This prominent 8,476± square foot building is offered at just $349,000, approximately $41 per square foot, presenting an attractive basis for redevelopment or owner occupancy. Located within the Central Commercial District, the property offers potential for multifamily housing, condominiums, artist lofts, live/work spaces, office use, educational facilities, community services, or continued religious use, subject to municipal approvals. Features include expansive open areas, high ceilings, abundant natural light, multiple entrances, and existing public water, sewer, natural gas, and electric utilities. Conveniently situated near restaurants, shops, municipal services, and major routes. A unique opportunity to reposition an underutilized asset into an income-producing property with significant upside potential. Buyers to perform their own due diligence regarding

437 Main St, Southbridge

Listing courtesy of Listing Agent: Debra L. Lovelace from Listing Office: Churchill Properties.

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